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Tuning the enantioselective N-acetylation of racemic amines: a spectacular salt effect.

作者信息

Arseniyadis Stellios, Subhash Pithani V, Valleix Alain, Mathew Suju P, Blackmond Donna G, Wagner Alain, Mioskowski Charles

机构信息

Laboratoire de Synthèse Bio-Organique associé au CNRS, Université Louis Pasteur de Strasbourg, Faculté de Pharmacie, 74 route du Rhin, 67401 Illkirch-Graffenstaden, France.

出版信息

J Am Chem Soc. 2005 May 4;127(17):6138-9. doi: 10.1021/ja051302+.

Abstract

We have described a spectacular salt effect in the kinetic resolution of (+/-)-1-phenylethylamine, which leads to an increase in reactivity, high levels of selectivity, and a complete reversal of the stereoselectivity. By tuning the reaction conditions, we were able to increase the selectivity factor of (1S,2S)-1 to s = 115.

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